US6532973B1 - Gloss retention compositions - Google Patents
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- US6532973B1 US6532973B1 US09/578,645 US57864500A US6532973B1 US 6532973 B1 US6532973 B1 US 6532973B1 US 57864500 A US57864500 A US 57864500A US 6532973 B1 US6532973 B1 US 6532973B1
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- 239000000203 mixture Substances 0.000 title claims abstract description 132
- 230000014759 maintenance of location Effects 0.000 title description 75
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 97
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 70
- 238000004140 cleaning Methods 0.000 claims abstract description 40
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 125000003396 thiol group Chemical group [H]S* 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 125000005843 halogen group Chemical group 0.000 claims abstract description 12
- 125000004149 thio group Chemical group *S* 0.000 claims abstract description 11
- 125000003277 amino group Chemical group 0.000 claims abstract description 10
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 9
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 8
- 125000000837 carbohydrate group Chemical group 0.000 claims abstract description 6
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 6
- 238000000034 method Methods 0.000 claims description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000000758 substrate Substances 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- 239000002738 chelating agent Substances 0.000 claims description 8
- 239000012855 volatile organic compound Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 description 71
- 239000000654 additive Substances 0.000 description 55
- 230000000996 additive effect Effects 0.000 description 52
- -1 alcohol sulfates Chemical class 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- 239000002736 nonionic surfactant Substances 0.000 description 14
- 239000004480 active ingredient Substances 0.000 description 13
- 238000006116 polymerization reaction Methods 0.000 description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- 239000006260 foam Substances 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 238000005187 foaming Methods 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- 238000007792 addition Methods 0.000 description 9
- 239000003518 caustics Substances 0.000 description 9
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 7
- 230000008901 benefit Effects 0.000 description 7
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 125000000129 anionic group Chemical group 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 230000002708 enhancing effect Effects 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000003335 secondary amines Chemical class 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- 239000012085 test solution Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical group SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 4
- 239000012670 alkaline solution Substances 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000002837 carbocyclic group Chemical group 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 150000002118 epoxides Chemical class 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- 239000012362 glacial acetic acid Substances 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 4
- 238000004448 titration Methods 0.000 description 4
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 125000003158 alcohol group Chemical group 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical group 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000002431 hydrogen Chemical group 0.000 description 3
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CFXQEHVMCRXUSD-UHFFFAOYSA-N 1,2,3-Trichloropropane Chemical compound ClCC(Cl)CCl CFXQEHVMCRXUSD-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001408 amides Chemical group 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 229910001851 flerovium Inorganic materials 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000001741 organic sulfur group Chemical group 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000001603 reducing effect Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- PIQHRAXKAGNHCM-UHFFFAOYSA-N 1,2,4-trichlorobutane Chemical compound ClCCC(Cl)CCl PIQHRAXKAGNHCM-UHFFFAOYSA-N 0.000 description 1
- ZBWULYMJRMOQSX-UHFFFAOYSA-N 1,3,6-trichlorohexane Chemical compound ClCCCC(Cl)CCCl ZBWULYMJRMOQSX-UHFFFAOYSA-N 0.000 description 1
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- PLDLPVSQYMQDBL-UHFFFAOYSA-N 2-[[3-(oxiran-2-ylmethoxy)-2,2-bis(oxiran-2-ylmethoxymethyl)propoxy]methyl]oxirane Chemical compound C1OC1COCC(COCC1OC1)(COCC1OC1)COCC1CO1 PLDLPVSQYMQDBL-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 1
- SSRKZHLPNHLAKM-UHFFFAOYSA-N 6-amino-1,1-dioxo-1,2-benzothiazol-3-one Chemical compound NC1=CC=C2C(=O)NS(=O)(=O)C2=C1 SSRKZHLPNHLAKM-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- OCUCCJIRFHNWBP-IYEMJOQQSA-L Copper gluconate Chemical class [Cu+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OCUCCJIRFHNWBP-IYEMJOQQSA-L 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical group 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 125000001743 benzylic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 235000013532 brandy Nutrition 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000003945 chlorohydrins Chemical class 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 150000003983 crown ethers Chemical class 0.000 description 1
- 229940097362 cyclodextrins Drugs 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229960004275 glycolic acid Drugs 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- ORTRWBYBJVGVQC-UHFFFAOYSA-N hexadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCS ORTRWBYBJVGVQC-UHFFFAOYSA-N 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002497 iodine compounds Chemical class 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000003893 lactate salts Chemical class 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- QJQFLKLRMAQVSB-UHFFFAOYSA-M sodium;2-(dodecylamino)propane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCNC(C)CS([O-])(=O)=O QJQFLKLRMAQVSB-UHFFFAOYSA-M 0.000 description 1
- HWCHICTXVOMIIF-UHFFFAOYSA-M sodium;3-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNCCC([O-])=O HWCHICTXVOMIIF-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
Definitions
- Aqueous cleaning compositions exhibit a tendency toward foaming because they contain surface active agents such as soaps, and synthetic detergents. In many instances, such cleaning compositions produce excessive foam and the user must use substances known as anti-foaming agents or defoamers. Some defoamers such as silicones tend to interfere with the function of the cleaning compositions in that unwanted residues are left after the cleaners are wiped off while others are environmentally unacceptable because they are not biodegradable. The unwanted residues are cloudy and reduce the shine or gloss of the surface that has been cleaned.
- Alkyl polyglycosides are a class of nonionic surfactants that exhibit significantly higher foaming profiles than other nonionic surfactants, such as alcohol ethoxylates.
- foaming tendencies of alkyl polyglycosides more closely resemble those of anionic surfactants, such as alcohol sulfates, than the foaming tendencies of other nonionic surfactants.
- This higher foaming tendency makes the use of alkyl polyglycosides undesirable for many applications, e.g., cleaning-in-place for food processing plants, high pressure spray cleaning, bottle washing, floor cleaners and automatic dishwashing, wherein high levels of foam interfere with the cleaning and rinsing operation and reduce the efficiency of the operation.
- alkyl polyglycosides are much better then other surfactants.
- the residue left behind by the alkyl polyglycosides is generally clear and colorless and reduces the shine of the surface that has just been cleaned by only a few percent.
- Low foam nonionics such as ethoxylated/propoxylated block copolymers, can be used to reduce the foaming properties of alkyl polyglycoside surfactants, but these materials have undesirable properties, e.g., low biodegradability, relatively high aquatic toxicity and poor caustic compatibility.
- the present invention is directed to a gloss retention additive containing at least one reaction product of the reaction of a linking agent defined by formula (IV):
- each Y group is a halogen atom or one Y group is a halogen atom and two Y groups with two adjacent carbon atoms in the R 4 group and an oxygen atom form an epoxy group, and R 4 is an alkanetriyl group containing from 3 to 10 carbon atoms, the preferred linking agent being epichlorohydrin; and compounds having the formula (II)
- R 3 is an alkyl group, alkenyl group, aryl group, arenyl group having from 1 to 36 carbon atoms and preferably from 4 to 22 carbon atoms, or a secondary amine having a total of from 1 to 36 carbon atoms and preferably from 4 to 22 carbon atoms; a substituted alkyl, alkenyl, aryl or arenyl group having from 1 to 36 carbon atoms and preferably from 4 to 22 carbon atoms; wherein n is a number from 0 to about 50; m is a number from 0 to about 50; wherein X is an alcohol group, a mercaptan group or an amine group; wherein when X is an alcohol group and R 3 is an alkyl group, alkenyl group, aryl group, or arenyl group, p is a number from 0 to about 50, and preferably from about I to about 50; when X is a mercaptan or an amine group, p is a secondary
- EO stands for the residue of ethylene oxide
- PO stands for the residue of propylene oxide
- BO stands for the residue of butylene oxide.
- the substituted alkyl, alkenyl, aryl or arenyl may contain single or multiple substitutions such as a halogen substitution, for example Cl, Fl, I and Br; a sulfur functionality such as a mercaptan or thio group; a nitrogen functionality such as an amine or amide functionality; a silicon functionality such as a siloxane; an alcohol functionality; an ether functionality or any combination thereof.
- R 3 is a substituted or unsubstituted, saturated or unsaturated, aliphatic oxy or thio group having from 1 to 36 carbon atoms or a secondary amino group having from 2 to 36 carbon atoms; n is a number of from 0 to 50, e.g., from 1 to 50; m is a number of from 0 to 50, e.g., from 1 to 50; p is a number of from 0 to 50, e.g., from 1 to 50; and X is hydrogen, or X can be a mercapto group or an amino group in place of a terminal —OH group, provided that when X is mercapto or amino, the sum of n, m, and p must be at least 1.
- aliphatic groups when R 3 is an aliphatic oxy or thio group include substituted or unsubstituted alkyl groups having from 1 to 36 carbon atoms, preferably from 4 to 22 carbon atoms, alkenyl and alkynyl groups having from 2 to 36 carbon atoms, preferably from 4 to 22 carbon atoms, aryl groups having from 6 to 36 carbon atoms, and arenyl groups having from 7 to 36 carbon atoms.
- the groups can contain single or multiple substitutions such as a halogen substitution, for example Cl, Fl, I and Br; a sulfur functionality such as a mercaptan or thio group; a nitrogen functionality such as an amine or amide functionality; a silicon functionality; or any combination thereof.
- a halogen substitution for example Cl, Fl, I and Br
- a sulfur functionality such as a mercaptan or thio group
- a nitrogen functionality such as an amine or amide functionality
- silicon functionality or any combination thereof.
- R 3 is a secondary amino group
- the group preferably contains from 4 to 22 carbon atoms.
- X is hydrogen
- p is preferably a number of from 1 to 50.
- R 3 is a secondary amino group
- p is preferably a number of from 1 to 50.
- the mole ratio of the linking compound (IV) to (II) is from about 0.2/1 to about 5/1, preferably from about 0.4/1 to about 2/1 and more preferably from about 0.4/1 to about 1.6/1.
- the above reaction products in combination with surfactant systems improves the gloss of substrates it cleans, increases detergency and, in addition, has surprisingly good caustic solubility.
- EO stands for the residue of ethylene oxide
- PO stands for the residue of propylene oxide
- BO stands for the residue of butylene oxide.
- a gloss synergy occurs with the aforementioned combination, in that the gloss retention of a cleaned surface is better when the combination of the surfactant and reaction product are used than when either the surfactant or the reaction product is used alone in like quantities.
- the aforementioned reaction products are added to a surfactant in an amount sufficient to enhance gloss retention and or increase detergency, and are referred to herein as gloss retention additives.
- the reaction products have the advantage of being totally dispersible in water, are biodegradable, contain no organic solvents and improve the hard surface detergency of surfactants with which they are used.
- the present invention is also directed to a hard surface cleaning composition containing:
- R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms
- R 2 is a divalent alkylene radical having from 2 to 4 carbon atoms
- Z is a saccharide residue having 5 or 6 carbon atoms
- b is a number having a value from 0 to about 12
- a is a number having a value from 1 to about 6;
- each Y group is a halogen atom or one Y group is a halogen atom and two Y groups with two adjacent carbon atoms in the R 4 group and an oxygen atom form an epoxy group, and R 4 is an alkanetriyl group containing from 3 to 10 carbon atoms;
- R 3 is a substituted or unsubstituted saturated or unsaturated, aliphatic oxy or thio group having from 1 to about 36 carbon atoms or a secondary amino group having from 2 to about 36 carbon atoms; n, m, and p are independently numbers of from 0 to about 50; X is hydrogen, or a mercapto group or an amino group in place of a terminal —OH group, provided that when X is mercapto or amino, the sum of n, m, and p must be at least 1; and wherein the mole ratio of component a) to component b) is from about 0.2/1 to about 5/1.
- the gloss retention additives are added to a surfactant system comprised of one or more surfactants, preferably in an aqueous system, in an amount effective to enhance the gloss retention of the cleaning composition when used to clean a substrate or improve detergency of a cleaning composition.
- a surfactant system comprised of one or more surfactants, preferably in an aqueous system, in an amount effective to enhance the gloss retention of the cleaning composition when used to clean a substrate or improve detergency of a cleaning composition.
- these compounds also have foam reducing properties, for example, see U.S. Pat. No. 5,827,453, the entire contents of which are herein incorporated by reference.
- the products of the reaction of the linking agent of formula (IV) and compounds having the formula (II) can therefore be used either as a gloss additive, to increase detergency of a surfactant, or as foam reducer or can be used for any combination of these purposes.
- the amount required to enhance the gloss of a substrate is defined as a gloss retention effective amount and will vary from one instance to another depending upon the nature of the surfactant or mixture of surfactants and the gloss retention effect desired.
- a gloss retention effective amount will be readily determinable by one of ordinary skill in the art.
- the linking agent of formula (IV) is preferably epichlorohydrin although other epihalohydrins can be used.
- trihaloalkanes can be used, such as 1,2,3-trichloropropane, 1,2,4-trichlorobutane, 1,3,6-trichlorohexane and the like.
- chlorine in the epihalohydrins and the trihaloalkanes the corresponding bromine and iodine compounds can also be used, including compounds containing two or even three of the above halogens.
- the nonoxy and nonthio components of the R 3 aliphatic group can be any substituted or unsubstituted, saturated or unsaturated aliphatic moiety having from 1 to 36 carbon atoms.
- the nonthio and the nonoxy components of the R 3 aliphatic group can be linear or branched alkyl groups, linear or branched alkenyl or alkynyl groups, saturated carbocyclic moieties, unsaturated carbocyclic moieties having one or more multiple bonds, saturated heterocyclic moieties, unsaturated heterocyclic moieties having one or more multiple bonds, substituted linear or branched alkyl groups, substituted linear or branched alkenyl or alkynyl groups, substituted saturated carbocyclic moieties, substituted unsaturated carbocyclic moieties having one or more multiple bonds, substituted saturated heterocyclic moieties, and substituted unsaturated heterocyclic moieties having one or more multiple bonds.
- Examples of the above include but are not limited to an alkyl group having from 4 to 22 carbon atoms, an alkenyl group having from 4 to 22 carbon atoms, and an alkynyl group having from 4 to 22 carbon atoms.
- R 3 can also be an arenyl group.
- Arenyl groups are alkyl-substituted aromatic radicals having a free valence at an alkyl carbon atom such as a benzylic group.
- Alkyl groups having from 4 to 12 carbon atoms are preferred, and alkyl groups having from 8 to 10 carbon atoms are most preferred.
- the degree of ethoxylation is preferably from 2 to about 50 with the most preferred being from about 4 to about 50 while the degree of propoxylation and butoxylation can vary from 0 to about 50, preferably from 1 to about 10.
- the degree of propoxylation and or butoxylation will be determined by the desired degree of water solubility or miscibility.
- the water solubility or miscibility will ultimately be determined by such factors as the number of carbon atoms in R 3 , the relative amounts EO, PO and BO and the effect of PO and BO on the biodegradability of the final gloss additive.
- the R 3 group will preferably have from about 4 to about 36 carbon atoms, n is from 0 to about 50, m is from 0 to about 50 and p is from 0 to about 50, examples of which include but are not limited to, alkoxylated dodecyl mercaptan and alkoxylated 1-hexadecanethiol.
- the compounds of formula (II) can be alkoxylated or non-alkoxylated secondary amines.
- n is a number from 0 to 50, preferably from 1 to 50
- m is a number from 0 to 50
- p is a number form 0 to 50, preferably from 1 to 50.
- the secondary amines useful for the purposes of the invention include but are not limited to, alkoxylated dibutyl amine, alkoxylated dicyclohexyl amine, alkoxylated diethylethanolamine, and alkoxylated dioctylamine.
- an additional component can be reacted with the linking agent of formula (IV) and the compound of formula (II).
- a glycidyl ether or amine can be added to the reaction of formula (IV) and formula (II).
- the amount of the glycidyl ether or glycidyl amine is from about 1 to about 20 mole percent based on the moles of Formula (II) used in the reaction.
- the ratio of formula IV to Formula II plus the glycidyl ether or glycidyl amine is preferably from about 0.8 to about 1.4.
- glycidyl ethers examples include, but are not limited to, PEG 600 Diglycidyl ether, TETRONICTM 701 Tetraglycidyl ether, Triglycidyl Di or Triethanolamine, Polyoxyethylene (POE) 200 Tallow amine diglycidyl ether, Propoxylated (POP10). Trimethylol propane triglycidyl ether, Propoxylated (POP7) Pentaerythritol tetraglycidyl ether.
- Glycidyl amines include but are not limited to, Tetraglycidyl 1,6-Hexane diamine, Tetraglycidyl JEFFAMINETM EDR-148, and Tetraglycidyl Isophorone diamine.
- composition comprising the gloss retention additive and the surfactant can be made as a concentrate and then diluted with water to the desired cleaning strength.
- the composition according to the invention is added to surfactants, preferably aqueous surfactant systems, and even more preferably to aqueous alkyl polyglycoside surfactant systems.
- the aqueous surfactant system will typically have a mixture of surfactant and gloss retention additive in an amount of from about 0.05 to about 5% active ingredients, preferably, from about 0.2 to about 1.5% active ingredients, and more preferably from about 0.2 to about 0.5% active ingredients by weight of the aqueous system.
- the amount required in any particular instance will be readily determinable by those of ordinary skill in the art.
- the gloss retention effective amount will typically vary from a weight ratio of surfactant to gloss retention additive of from about 20:1 to about 1:10, and preferably from about 10:1 to about 3:1 and more preferably from about 5:1 to about 4:1.
- the composition according to the invention is especially useful for enhancing gloss retention of compositions containing one or more alkyl polyglycoside surfactants.
- aqueous compositions that are builder free and organic solvent free composed of alkyl polyglycoside surfactants and gloss retention additives, preferably containing from 0.2 to 0.5% of the above total active ingredients by weight of the aqueous composition, especially those having from about 10:1 to 8:1, and preferably about 9:1 weight ratio of surfactant gloss retention additive, are unusually effective as glass cleaners. Glass cleaned with such compositions have a marked anti-condensation effect, i.e., little or no condensation when the glass at a cold temperature is exposed to a warm, moist environment.
- Detergency is a measure of the ability of a cleaning solution to remove dirt from a substrate. It has surprisingly been found that mixtures of the gloss retention additive and a surfactant, preferably an alkyl polyglycoside, in a weight ratio of surfactant to gloss retention additive of from about 20:1 to about 1:10, preferably from about 10:1 to about 3:1 and more preferably from about 4:1 to about 5:1 have improved detergency properties, as compared to the surfactants by themselves. Thus, a synergy in detergency is observed when using surfactant compositions in combination with the gloss retention additive in accordance with the present invention.
- the compounds according to the invention are added to a surfactant system, preferably an aqueous surfactant system.
- a surfactant system preferably an aqueous surfactant system.
- the preferred surfactant system comprises an alkyl polyglycoside surfactant.
- the aqueous surfactant system typically has a mixture of surfactant and gloss retention additive in an amount of from about 0.05 to about 5% active ingredients, by weight of the aqueous system and more preferably, from about 0.5 to about 1.5%. The amount required in any particular instance will be readily determinable by those of ordinary skill in the art.
- the surfactants which may be present in the surfactant compositions of the present invention are selected from the group consisting of anionic, amphoteric, zwitterionic, cationic, nonionic surfactants, and mixtures thereof.
- Anionic surfactants are broadly described as surface active compounds having one or more negatively charged functional groups. Included in this category is a C8-C22 alkyl fatty acid salt of an alkali metal, alkaline earth metal, ammonium, alkyl substituted ammonium or alkanolammonium salt. Sodium salts of tallow and coconut fatty acids and mixtures thereof are most common.
- anionic compounds are the water-soluble salts, particularly the alkali metal salts, of organic sulfur reaction products having in their molecular structure an alkyl radical containing from about 8 to 22 carbon atoms and a radical selected from the group consisting of sulfonic and sulfuric acid ester radicals.
- Organic sulfur based anionic surfactants include the salts of C10-C16 alkylbenzene sulfonates, C10-C22 alkane sulfonates, C10-C22 alkyl ether sulfates, C10-C22 alkyl sulfates, C4-C10 dialkylsulfosuccinates, C10-C22 acyl isothionates, alkyl diphenyloxide sulfonates, alkyl naphthalene sulfonates, and 2-acetamido hexadecane sulfonates.
- Organic phosphate based anionic surfactants include organic phosphate esters such as complex mono- or diester phosphates of hydroxyl-terminated alkoxide condensates, or salts thereof. Included in the organic phosphate esters are phosphate ester derivatives of polyoxyalkylated alkylaryl phosphate esters, of ethoxylated linear alcohols and ethoxylates of phenol. A particularly preferred class of nonionics are the linear alcohol ethoxylates having from 2 to about 12 ethylene oxide moieties.
- Amphoteric surfactants are surface-active agents containing both anionic and cationic groups or functional groups capable of carrying both ionic charges.
- One class of amphoteric surfactants are derivatives of aliphatic and tertiary amines, in which the aliphatic radical may be straight chain or branched and wherein one of the aliphatic substituents contains from about 8 to about 18 carbons and one contains an anionic water-solubilizing group, i.e., carboxy, sulpho, sulphato, phosphate or phosphono. Examples of such compounds are sodium 3-dodecylaminopropionate and sodium 2-dodecylaminopropane sulfonate.
- Zwitterionic surfactants are a subclass of amphoteric surfactants, some examples of which include, but are not limited to derivatives of aliphatic quaternary ammonium, phosphonium and suphonium compounds in which the aliphatic radical may be straight chained or branched, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water-solubilizing group, e.g., carboxy, sulpho, sulphato, phosphato or phosphono. These compounds are frequently referred to as betaines and include alkyl betaines, alkyl amino and alkyl amido betaines.
- Nonionic surfactants are broadly defined as surface active compounds with one or more uncharged hydrophilic substituents.
- a major class of nonionic surfactants are those compounds produced by the condensation of alkylene oxide groups with an organic hydrophobic material which may be aliphatic or alkyl aromatic in nature.
- the length of the hydrophilic or polyoxyalkylene radical which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
- nonionic surfactants include, but are not limited to, polyoxyethylene or polyoxypropylene condensates of aliphatic carboxylic acids, whether linear or branched-chain and unsaturated or saturated, containing from about 8 to about 18 carbon atoms in the aliphatic chain and incorporating from 2 to about 50 ethylene oxide and/or propylene oxide units.
- Suitable carboxylic acids include coconut fatty acids which contain an average of 12 carbon atoms, tallow fatty acids which contain an average of about 18 carbon atoms, palmitic acid, myristic acid, stearic acid and lauric acid.
- nonionic surfactants include polyoxyethylene or polyoxypropylene condensates of aliphatic alcohols, whether linear- or branched-chain and unsaturated or saturated, containing from about 6 to about 24 carbon atoms and incorporating from 2 to about 50 ethylene oxide and/or propylene oxide units.
- Suitable alcohols include coconut fatty alcohol, tallow fatty alcohol, lauryl alcohol, myristyl alcohol and oleyl alcohol.
- a particularly preferred class of nonionic surfactants are the alkyl polyglycosides of formula I:
- R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms
- R 2 is a divalent alkylene radical having from 2 to 4 carbon atoms
- Z is a saccharide residue having 5 or 6 carbon atoms
- b is a number having a value from 0 to about 12
- a is a number having a value from 1 to about 6.
- Preferred alkyl polyglycosides which can be used in the compositions according to the invention have the formula I wherein Z is a glucose residue and b is zero.
- Such alkyl polyglycosides are commercially available, for example, as APG®, GLUCOPON®, or PLANTAREN® surfactants from Cognis Corporation, Ambler, Pa., 19002. Examples of such surfactants include but are not limited to:
- GLUCOPON® 225 Surfactant—an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7.
- GLUCOPON® 425 Surfactant—an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.5.
- GLUCOPON® 625 Surfactant—an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- APG® 325 Surfactant—an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.5.
- GLUCOPON® 600 Surfactant—an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 2000 Surfactant—a C 8-16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.5.
- PLANTAREN® 1300 Surfactant—a C 12-16 alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- GLUCOPON® 220 Surfactant—an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.5.
- N-methyl glucosamines, amine oxides, and alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6 preferably from 1.4 to 1.7; b is zero; and R 1 is an alkyl radical having from 8 to 20 carbon atoms, preferably from 8 to 16 carbon atoms.
- compositions are characterized in that they have increased surfactant properties and an HLB (hydrophile-lipophile balance) in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3, predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
- HLB hydrophile-lipophile balance
- compositions also known as peaked alkyl polyglycosides
- Preferred alkyl polyglycosides for use in this aspect of the invention include those wherein R 1 is a monovalent organic radical having from about 8 to about 16 carbon atoms; Z is a glucose residue; b is zero, and a is a number having a value from about 1.3 to about 1.6.
- suitable alkyl polyglycosides include those with a monovalent organic radical having from 9 to 11 carbon atoms, i.e., those derived from the oxo process, and those with a monovalent organic radical having from 8 to 10 carbon atoms.
- nonionic alkyloxylate surfactants foaming is directly proportional to solubility.
- nonionic surfactant blends which are low foaming are not soluble in alkaline solutions.
- alkaline solutions are those that have a pH of greater than 7.0.
- alkaline solutions include but are not limited to aqueous solutions made with NaOH, KOH and the like. It has also been surprisingly found that the mixture of nonionic surfactants, preferably alkyl polyglycosides, and the gloss retention additive at a ratio of about 3:1 to about 10:1 is not only low foaming and gloss enhancing but also soluble in an alkaline solution.
- the surfactant/gloss retention additive combination at the above mentioned ratio was found to be completely soluble in a solution of 10% or less caustic.
- the preferred caustic solution is from about 0.5% to about 15% by weight caustic, and even more preferably from about 5% to about 10% caustic.
- R has been surprisingly found that the mixture of nonionic surfactant and the gloss retention additive at a ratio of about 1:1 (surfactant to gloss retention additive) to about 20:1 is soluble up to about 10% by weight in a 25% NaOH solution. The solubility of the mixture decreases at higher concentrations of caustic.
- a method of enhancing the gloss retention of a substrate comprising cleaning the substrate with an aqueous surfactant composition containing the gloss retention additive of the present invention and at least one surfactant selected from the group consisting of an anionic, a nonionic, a cationic, an amphoteric, a zwitterionic and mixtures thereof.
- the ratio of surfactant to the gloss retention compound is typically from about 20:1 to about 1:10, preferably from 20:1 to 1:1, more preferably from about 10:1 to about 3:1, and most preferably from about 5:1 to about 4:1.
- a method of improving the detergency of a surfactant solution comprising mixing the gloss retention additive of the present invention and an aqueous surfactant composition containing at least one surfactant selected from the group consisting of an anionic, a nonionic, a cationic, an amphoteric, a zwitterionic and mixtures thereof.
- the ratio of surfactant to the gloss retention compound is typically from about 20:1 to about 1:10, preferably from 20:1 to 1:1, more preferably from about 10:1 to about 3:1, and most preferably from about 5:1 to about 4:1.
- the surfactant components comprising the surfactant composition are nonionic surfactants, preferably an alkyl polyglycoside of formula I in combination with the gloss retention additive.
- a process for enhancing the gloss retention properties of a surfactant composition comprising combining with the surfactant composition, the gloss retention additive of the invention in a weight ratio of active ingredients of from about 1:10 to about 20:1, preferably from about 1:1 to about 20:1, more preferably from about 3:1 to about 10:1, and most preferably from about 4:1 to about 5:1 by weight surfactant to gloss retention additive. If the gloss retention additive is added to an aqueous solution of surfactant then the ratio of surfactant to gloss retention additive remains as herein described above.
- the percent gloss retention additive in an about 1% active aqueous solution of surfactant with the amount of gloss retention additive varies typically from about 0.1% to about 0.35%, and preferably from about 0.2% to about 0.25% based on the weight of the cleaning composition.
- the addition of the gloss retention compound to cleaning composition can be performed in any known conventional manner such as, for example, stirring.
- the present invention also provides a process for imparting improved gloss retention properties onto substrates such as hard surfaces which include, but are not limited to, ceramic tiles, glass, synthetic surfaces (plastics etc.), and stainless steel.
- substrates such as hard surfaces which include, but are not limited to, ceramic tiles, glass, synthetic surfaces (plastics etc.), and stainless steel.
- the process involves contacting the hard surfaces with the above-disclosed cleaning composition.
- a process for improving the detergency of a surfactant composition comprising combining with the surfactant composition, the gloss retention additive of the invention in a weight ratio of active ingredients of from about 1:10 to about 20:1, preferably from about 1:1 to about 20:1, more preferably from about 3:1 to about 10:1, and most preferably from about 4:1 to about 5:1 by weight surfactant to gloss retention additive. If the gloss retention additive is added to an aqueous solution of surfactant then the ratio of surfactant to gloss retention additive remains as herein described above.
- a ready-to-use hard surface cleaning composition containing: (a) from about 0.05 to about 0.50%, and preferably about 0.11% by weight, of an alkyl polyglycoside corresponding to formula I wherein R 1 is a monovalent organic radical having from about 8 to about16 carbon atoms; Z is a glucose residue; b is zero; and a is a number having a value from about 1.3 to about 1.6; and (b) from about 0.01 to about 0.50%, and preferably about 0.025% by weight, of the gloss retention additive, and wherein the ratio by weight of (a) to (b) is from about 20:1 to about 1:10, preferably from 20:1 to 1:1, more preferably from about 10:1 to about 3:1, and most preferably from about 5:1 to about 4:1.
- a chelating agent if employed, may be used in an amount of from about 0.0004 to about 0.20% by weight, and preferably about 0.02% by weight, based on the weight of the composition.
- Suitable chelating agents for use in the present invention include, but are not limited, tetrasodium EDTA, HEDTA, HEDP, NTA, Cyclodextrins, Crown Ethers, Citrates, Lactates, Gluconates, Phosphates, and mixtures thereof.
- a particularly preferred chelating agent is tetrasodium EDTA.
- a non-volatile solubilizer if used, will be present in the composition in an amount of from about 0.0004 to about 0.80% by weight, and preferably about 0.04% by weight, based on the weight of the composition.
- Suitable non-volatile solubilizers for use in the present invention include, but are not limited to, short chain fatty alcohol sulfates having from 6 to 12 carbon atoms, SXS, Glycols, PEG, and mixtures thereof.
- a particularly preferred solubilizer is a fatty alcohol sulfate having 10 carbon atoms.
- a non-volatile alkaline compound if used, will typically be present in the composition in an amount of from about 0.05 to about 1.00% by weight, and preferably about 0.20% by weight, based on the weight of the composition.
- Suitable non-volatile alkaline compounds for use in the present invention include, but are not limited to, triethanolamine, NaOH, KOH and mixtures thereof.
- a particularly preferred non-volatile alkaline is triethanolamine.
- auxiliary components may also be added to the above-described cleaning composition, without departing from the spirit of the invention. These include, but are not limited to, a dye component, a perfume component, and the like.
- One advantage of the above-described cleaning composition is that it does not require the presence of a preservative in order to prolong its shelf life.
- the gloss retention additive/surfactant compositions of the invention also have the following advantages:
- compositions containing alkyl polyglycosides as the surfactant provide excellent low foam profiles at low temperatures, unlike other low foam nonionic surfactants which are usually low foaming only at higher temperatures.
- the gloss retention additive/surfactant compositions of the invention can be used in a wide range of applications, including but not limited to cleaning-in-place, e.g., bottling plants (bottle wash cleaning), food processing, and the like; machine dishwashing powders and liquids used for consumer as well as industrial purposes; flooring and wall cleaners for consumer, industrial, and institutional needs; metal cleaning including aqueous bath, soak cleaning, and high pressure spray cleaning; low foam or foam controlled laundry detergent compositions for consumer, industrial, and institutional uses; ultrasonic aqueous cleaning purposes; and the like.
- cleaning-in-place e.g., bottling plants (bottle wash cleaning), food processing, and the like
- machine dishwashing powders and liquids used for consumer as well as industrial purposes
- flooring and wall cleaners for consumer, industrial, and institutional
- a cleansing wipe made from a woven and/or non-woven material which contains a cleaning effective amount of the hard surface cleaning composition of the present invention.
- Ready-to-use cleansing wipes which contain a cleaning solution within the wipe and can be readily removed from a container and used to immediately clean a surface are growing in popularity. Since these wipes already contain the necessary cleaning solution absorbed therein, this eliminates the need for having to use a separate container from which the cleaning solution is discharged onto a soiled surface, and a separate substrate with which to wipe the soiled surface.
- the types of woven and/or non-woven substrates (wipes) commonly used to carry a cleaning solution are well known in the industry.
- the gloss of the clean tiles was measured using Gardner Micro-Tri-Gloss at a 20° angle of incidence. Ten measurements were made on each tile and averaged to yield the initial gloss for each tile.
- test solution 15 drops were placed on each tile using a disposable pipette.
- test solution was spread over each tile surface by 20 cycles with a folded kimwipe tissue.
- each tile was again wiped for 20 cycles with a new folded kimwipe tissue, or allowed to air dry.
- the mixture of the gloss retention additive from example 1 and GLUCOPON® 220N were combined in a ratio of 2.4:1 active ingredients of GLUCOPON® 220N to gloss retention additive. This mixture was then diluted with water to produce a solution of 1% active ingredients. Gloss tests were carried out on the 1% active solution, the gloss retention additive alone (1% active in water), and the GLUCOPON® 220N alone (1% active in water).
- gloss retention additive from example 1 and GLUCOPON® 425N were combined in a ratio of 9.5:1 active ingredients of GLUCOPON® 425N to gloss retention additive. This mixture was then diluted with water to produce a solution of 1% active-ingredients. Gloss tests were carried out on the 1% active solution, the gloss retention additive alone (1% active in water), and the GLUCOPON® 425N alone (1% active in water).
- gloss retention additive from example 1 and GLUCOPON® 425N were combined in a ratio of 4.5:1 active ingredients of GLUCOPON® 425N to gloss retention additive. This mixture was then diluted with water to produce a solution of 1% active ingredients. Detergency tests were carried out on the 1% active solution and the GLUCOPON® 425N alone (1% active in water) using the following method.
- test soil, H6 was made up of 50 parts kerosene, 5 parts vegetable oil, 7 parts mineral oil, 25 parts brandy black clay and 1 part carbon black.
- a hard surface cleaning composition in accordance with the present invention was formulated, the ingredients of which are found in Table 1, below.
- GLUCOPON® 425N is a C8-C16 alkyl polyglycoside having a degree of polymerization of from about 1.4 to about 1.5.
- DEHYPON® ST-15 is the reaction product of an ethoxylated C8-C10 linear fatty alcohol having 4.5 moles of EO, reacted with epichlorohydrin.
- SULFOTEX® 110 is a C10 fatty alcohol sulfate.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/578,645 US6532973B1 (en) | 1999-06-10 | 2000-05-25 | Gloss retention compositions |
| AU57252/00A AU5725200A (en) | 1999-06-10 | 2000-06-01 | Gloss retention compositions |
| PCT/US2000/015100 WO2000077142A1 (fr) | 1999-06-10 | 2000-06-01 | Compositions de retention du brillant |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13849299P | 1999-06-10 | 1999-06-10 | |
| US16144699P | 1999-10-26 | 1999-10-26 | |
| US17837400P | 2000-01-27 | 2000-01-27 | |
| US19390100P | 2000-03-31 | 2000-03-31 | |
| US09/578,645 US6532973B1 (en) | 1999-06-10 | 2000-05-25 | Gloss retention compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US6532973B1 true US6532973B1 (en) | 2003-03-18 |
Family
ID=27538075
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US09/578,645 Expired - Fee Related US6532973B1 (en) | 1999-06-10 | 2000-05-25 | Gloss retention compositions |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US6532973B1 (fr) |
| AU (1) | AU5725200A (fr) |
| WO (1) | WO2000077142A1 (fr) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030162842A1 (en) * | 2001-11-05 | 2003-08-28 | Gross Stephen F. | Branched reaction products |
| US20040138075A1 (en) * | 2002-11-01 | 2004-07-15 | Brown David W. | Coatings for metal containers, metalworking lubricant compositions, compositions for electroplating and electrowinning, latex compositions and processes therefor |
| US20040266652A1 (en) * | 2003-05-29 | 2004-12-30 | Brown David W. | Nonionic surfactant compositions |
| US6851433B1 (en) * | 2001-11-02 | 2005-02-08 | Cognis Corporation | All purpose spray cleaner compositions and concentrates therefor |
| US20070099807A1 (en) * | 2005-10-31 | 2007-05-03 | Smith Kim R | Cleaning composition and methods for preparing a cleaning composition |
| US20090312228A1 (en) * | 2008-06-11 | 2009-12-17 | Katie Bocage | Aqueous cleaning concentrates |
| WO2014039302A1 (fr) | 2012-09-04 | 2014-03-13 | Lubrizol Advanced Materials, Inc. | Dispersions hybrides de polyuréthane/polyacrylique pour applications brillantes d'entretien domestique |
| US10022691B2 (en) | 2015-10-07 | 2018-07-17 | Elementis Specialties, Inc. | Wetting and anti-foaming agent |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW201511854A (zh) | 2013-09-30 | 2015-04-01 | Saint Gobain Ceramics | 清潔太陽能板的方法 |
| CN107254365B (zh) * | 2017-07-10 | 2020-11-20 | 广州创达材料科技有限公司 | 一种喷淋水基清洗剂 |
| PL3971271T3 (pl) * | 2020-09-17 | 2023-03-20 | The Procter & Gamble Company | Płynna kompozycja czyszcząca do ręcznego zmywania naczyń |
| EP3971270B1 (fr) | 2020-09-17 | 2023-01-25 | The Procter & Gamble Company | Composition de nettoyage liquide pour laver la vaisselle à la main |
| ES2932971T3 (es) | 2020-09-17 | 2023-01-30 | Procter & Gamble | Composición de limpieza líquida para lavado de vajilla a mano |
| EP3971274B1 (fr) | 2020-09-17 | 2022-11-02 | The Procter & Gamble Company | Composition de nettoyage liquide pour laver la vaisselle à la main |
| PL3971276T3 (pl) | 2020-09-17 | 2025-02-03 | The Procter & Gamble Company | Płynna kompozycja czyszcząca do ręcznego zmywania naczyń |
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| US5827453A (en) * | 1997-01-14 | 1998-10-27 | Henkel Corporation | Defoaming compositions |
| US5895605A (en) * | 1997-01-14 | 1999-04-20 | Henkel Corporation | Defoaming compositions |
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2000
- 2000-05-25 US US09/578,645 patent/US6532973B1/en not_active Expired - Fee Related
- 2000-06-01 WO PCT/US2000/015100 patent/WO2000077142A1/fr not_active Ceased
- 2000-06-01 AU AU57252/00A patent/AU5725200A/en not_active Abandoned
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5266690A (en) | 1991-12-19 | 1993-11-30 | Henkel Corporation | Preparation of alkylpolyglycosides |
| US5929283A (en) * | 1993-12-15 | 1999-07-27 | Kao Corporation | Amine derivative and detergent composition containing the same |
| US6028041A (en) * | 1996-05-06 | 2000-02-22 | L'oreal | Detergent cosmetic compositions for hair-care application and use thereof for cleansing and conditioning the hair |
| US5827453A (en) * | 1997-01-14 | 1998-10-27 | Henkel Corporation | Defoaming compositions |
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| US6110977A (en) * | 1997-01-14 | 2000-08-29 | Henkel Corporation | Alkyl polyglycoside compositions having reduced viscosity and inhibited crystallization |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6851433B1 (en) * | 2001-11-02 | 2005-02-08 | Cognis Corporation | All purpose spray cleaner compositions and concentrates therefor |
| US7247606B2 (en) * | 2001-11-05 | 2007-07-24 | Cognis Corporation | Branched reaction products |
| US20030162842A1 (en) * | 2001-11-05 | 2003-08-28 | Gross Stephen F. | Branched reaction products |
| US20040138075A1 (en) * | 2002-11-01 | 2004-07-15 | Brown David W. | Coatings for metal containers, metalworking lubricant compositions, compositions for electroplating and electrowinning, latex compositions and processes therefor |
| US20100288644A1 (en) * | 2002-11-01 | 2010-11-18 | Cognis Corporation | Coating for metal containers, metalworking lubricant compositions, compositions for electroplating and electrowinning, latex compositions and processes therefor |
| US20040266652A1 (en) * | 2003-05-29 | 2004-12-30 | Brown David W. | Nonionic surfactant compositions |
| US7964544B2 (en) * | 2005-10-31 | 2011-06-21 | Ecolab Usa Inc. | Cleaning composition and method for preparing a cleaning composition |
| US20070099807A1 (en) * | 2005-10-31 | 2007-05-03 | Smith Kim R | Cleaning composition and methods for preparing a cleaning composition |
| US20090312228A1 (en) * | 2008-06-11 | 2009-12-17 | Katie Bocage | Aqueous cleaning concentrates |
| WO2014039302A1 (fr) | 2012-09-04 | 2014-03-13 | Lubrizol Advanced Materials, Inc. | Dispersions hybrides de polyuréthane/polyacrylique pour applications brillantes d'entretien domestique |
| US10022691B2 (en) | 2015-10-07 | 2018-07-17 | Elementis Specialties, Inc. | Wetting and anti-foaming agent |
| US11052361B2 (en) | 2015-10-07 | 2021-07-06 | Elementis Specialties, Inc. | Wetting and anti-foaming agent |
| US11634643B2 (en) | 2015-10-07 | 2023-04-25 | Elementis Specialties, Inc. | Wetting and anti-foaming agent |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2000077142A1 (fr) | 2000-12-21 |
| AU5725200A (en) | 2001-01-02 |
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